N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 499794-76-2
• Molecular Formula: C₄₉H₅₇N₅O₇Si
• Molecular Weight: 856.106
• Mol file: 499794-76-2.mol

Synonyms:N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Chemical Property of N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

There total 6 articles about N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (499794-53-5) → N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (499794-76-2)

Guidance literature:

With pyridine; 2,3,5-trimethyl-pyridine; In acetonitrile; at 60 ℃;

DOI:10.1039/b205928b

Reference yield:

methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside (484678-85-5) → N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (499794-76-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 77 percent / tetrahydrofuran / 0.33 h / -78 °C

2: 80 percent / NBS; CaCO₃ / CCl₄ / 20 °C / Irradiation

3: 82 percent / DMAP / 1 h / 55 °C

4: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

5: 70 percent / aq. NaOH / ethanol; pyridine / 0.33 h / 0 °C

6: 83 percent / pyridine; collidine / acetonitrile / 60 °C

With pyridine; 2,3,5-trimethyl-pyridine; dmap; sodium hydroxide; N-Bromosuccinimide; tin(IV) chloride; calcium carbonate; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; acetonitrile;

DOI:10.1039/b205928b

Reference yield:

1-[(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one (499793-92-9) → N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (499794-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / DMAP / 1 h / 55 °C

2: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

3: 70 percent / aq. NaOH / ethanol; pyridine / 0.33 h / 0 °C

4: 83 percent / pyridine; collidine / acetonitrile / 60 °C

With pyridine; 2,3,5-trimethyl-pyridine; dmap; sodium hydroxide; tin(IV) chloride; In pyridine; ethanol; acetonitrile;

DOI:10.1039/b205928b

upstream raw materials:

4,4'-dimethoxytrityl chloride

N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

1-[(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

Downstream raw materials:

N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,2-dimethyl-propionyl)-4-hydroxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide